Oxalic Acid → HCID 22666394, compound

HRID 1007882Notes

Reaction equation

HRID 1007882 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][CH2:11][O:12][CH2:13][CH2:14][N:15]([CH3:17])[CH3:16])=[CH:9][C:4]=2[O:3][CH2:2]1.[C:18]([OH:23])(=[O:22])[C:19]([OH:21])=[O:20]>C(OCC)(=O)C.C(OC(C)C)(C)C>[C:18]([OH:23])(=[O:22])[C:19]([OH:21])=[O:20].[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][CH2:11][O:12][CH2:13][CH2:14][N:15]([CH3:16])[CH3:17])=[CH:9][C:4]=2[O:3][CH2:2]1

Participants

5

Reactant 2

HCID 971Oxalic AcidHCID 22666395HCID 22666395, compound

Product 1

HCID 22666394HCID 22666394, compoundYield 83.6%

Reagents, catalysts & solvents 2

HCID 7914Diisopropyl EtherSolventHCID 8857Ethyl AcetateSolvent2×

Procedure

In 2 mL of ethyl acetate is dissolved 0.66 g of N-{2-[2-(1,3-benzodioxol-5-yl)ethoxy]ethyl}-N,N-dimethylamine. To the solution is added 1 mL of a solution of 0.25 g of oxalic acid in ethyl acetate. The resulting mixture is stirred at ambient temperature for 2 hours. The reaction mixture is diluted with 10 mL of diisopropyl ether. The deposited crystal is collected by filtration, washed with diisopropyl ether and dried to obtain 0.76 g of N-{2-[2-(1,3-benzodioxol-5-yl)ethoxy]ethyl}-N,N-dimethylamine oxalate.

Workup

  1. filtrationThe deposited crystal is collected by filtration
  2. washwashed with diisopropyl ether
  3. customdried

Sources & evidence

ORD record
ord-aa50baba777042809ba11e0337210902
Source dataset
uspto-grants-2004_09
Patent number
US06797726B1

Reaction notes

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